Metal Oxide Containing Catalyst Patents (Class 570/169)
  • Patent number: 10577294
    Abstract: The present invention relates to a method for fluorinating a chlorinated compound including the steps of (a) placing said chlorinated compound in contact with gaseous hydrogen fluoride within a reactor and in the presence of a fluorination catalyst to produce a fluorinated compound, and (b) regenerating the fluorination catalyst used in step a), the step of regenerating the fluorination catalyst including (c) treating said fluorination catalyst with an oxidizing agent to form an oxidized fluorination catalyst, and (d) treating the oxidized fluorination catalyst obtained in step (c) with a gas mixture including a reducing agent.
    Type: Grant
    Filed: December 7, 2016
    Date of Patent: March 3, 2020
    Assignee: Arkema France
    Inventors: David Andre, Dominique Deur-Bert, Dominique Garrait, Anne Pigamo, Laurent Wendlinger
  • Patent number: 9556079
    Abstract: A new chromium-containing fluorination catalyst is described. The catalyst comprises an amount of zinc that promotes activity. The zinc is contained in aggregates which have a size across their largest dimension of up to 1 micron. The aggregates are distributed throughout at least the surface region of the catalyst and greater than 40 weight % of the aggregates contain a concentration of zinc that is within ±1 weight % of the modal concentration of zinc in those aggregates.
    Type: Grant
    Filed: September 4, 2009
    Date of Patent: January 31, 2017
    Assignee: MEXICHEM AMANCO HOLDING S.A. DE C.V.
    Inventor: Andrew P Sharratt
  • Patent number: 9328432
    Abstract: Preparation of semiconductor nanocrystals and their dispersions in solvents and other media is described. The nanocrystals described herein have small (1-10 nm) particle size with minimal aggregation and can be synthesized with high yield. The capping agents on the as-synthesized nanocrystals as well as nanocrystals which have undergone cap exchange reactions result in the formation of stable suspensions in polar and nonpolar solvents which may then result in the formation of high quality nanocomposite films.
    Type: Grant
    Filed: June 20, 2014
    Date of Patent: May 3, 2016
    Assignee: PIXELLIGENT TECHNOLOGIES, LLC
    Inventors: Zehra Serpil Gonen Williams, Yijun Wang, Robert J. Wiacek, Xia Bai, Linfeng Gou, Selina I. Thomas, Wei Xu, Jun Xu, Rakesh Patel
  • Patent number: 9278895
    Abstract: The present invention provides a process of catalytic fluorination in gas phase of product 1,1,1,2,3-pentachloropropane or/and 1,1,2,2,3-pentachloropropane into product 2,3,3,3-tetrafluoropropene in presence of a catalyst.
    Type: Grant
    Filed: January 21, 2011
    Date of Patent: March 8, 2016
    Assignee: Arkema France
    Inventors: Dominique Deur-Bert, Anne Pigamo, Nicolas Doucet, Laurent Wendlinger
  • Patent number: 9187387
    Abstract: The present invention relates to a method for preparing fluorinated olefin compounds, in particular (chloro)fluoropropenes and (chloro)fluorobutenes, and specifically, the fluorinated compound 2,3,3,3-tetrafluoro-1-propene, including at least one step of fluorination, in the gaseous phase, with HF and at least one compound selected from the halopropenes having formula the CX3CHClCH2X and the halopropenes having the formulas CX3CC1?CH2, CClX2CCl?CH2 and CX2?CClCH2X, where X is, independently, a fluorine or chlorine atom, in the presence of oxygen and a fluorination catalyst suspended in a fluidized-bed reactor.
    Type: Grant
    Filed: November 29, 2012
    Date of Patent: November 17, 2015
    Assignee: Arkema France
    Inventor: Jean-Luc Dubois
  • Patent number: 9150480
    Abstract: A process for preparing fluorinated ethers, such as desflurane, comprises reacting the corresponding chlorinated ether, such as isoflurane, with anhydrous hydrogen fluoride in the vapor phase in the presence of chromia catalyst. It is emphasized that this abstract is provided to comply with the rules requiring an abstract which will allow a searcher or other reader quickly to ascertain the subject matter of the technical disclosure. It is submitted with the understanding that it will not be used to interpret or limit the scope or meaning of the appended issued claims.
    Type: Grant
    Filed: January 6, 2006
    Date of Patent: October 6, 2015
    Assignee: HALOCARBON PRODUCTS CORPORATION
    Inventors: Joel Swinson, Barry Jones, Danny Graham, Neville Pavri
  • Patent number: 8816140
    Abstract: The present invention provides a process for producing a fluorine-containing alkene of the general formula CF3(CX2)nCF?CH2, wherein X each independently represents F or Cl, and n is an integer of 0 to 2. The process includes a first reaction step of allowing a specific chlorine-containing compound to react with a fluorinating agent under increased pressure in a gas phase in the presence of at least one fluorination catalyst selected from the group consisting of chromium oxide and fluorinated chromium oxide, and a second reaction step of heating the product of the first reaction step in a gas phase under a pressure lower than the pressure in the first reaction step. The process of the present invention can produce a fluorine-containing alkene with a high selectivity with the use of a catalyst that can be easily handled, while suppressing production of by-products that cannot be easily converted into the target or separated.
    Type: Grant
    Filed: February 8, 2011
    Date of Patent: August 26, 2014
    Assignee: Daikin Industries, Ltd.
    Inventors: Daisuke Karube, Yuzo Komatsu, Atsushi Suzuki
  • Patent number: 8772554
    Abstract: The present invention provides a method for efficiently preparing 2,3,3,3-tetrafluoropropene (HFO-1234yf) by a simple and economically advantageous method that is suitable for implementation on an industrial scale. The present invention provides a process for preparing 2,3,3,3-tetrafluoropropene, comprising the step of: (1) in a reactor, (1-1) reacting 1,1,1,2,3-penta-chloropropane with hydrogen fluoride in an amount of 10 to 100 mol per mole of the 1,1,1,2,3-pentachloropropane 1; (1-2) in the presence of chromic oxide represented by composition formula: CrOm (1.5<m<3) or fluorinated chromic oxide obtained by fluorinating the chromic oxide; (1-3) in the presence of oxygen in an amount of 0.02 to 1 mol per mole of the 1,1,1,2,3-pentachloropropane; and (1-4) in the gas phase within a temperature range of 320 to 390 degrees centigrade, thereby obtaining a reaction product containing 2,3,3,3-tetrafluoropropene.
    Type: Grant
    Filed: June 22, 2012
    Date of Patent: July 8, 2014
    Assignee: Daikin Industries, Ltd.
    Inventors: Masatoshi Nose, Yuzo Komatsu
  • Patent number: 8697923
    Abstract: The invention provides a process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf) comprising (a) contacting 1,1,1-trifluoro-2,3-difluoropropane (243db) with hydrogen fluoride (HF) in the presence of a zinc/chromia catalyst to produce a compound having the formula CF3CHFCH2X, wherein X is Cl or F, and (b) dehydrohalogenating the compound of formula CF3CHFCH2X to produce 1234yf.
    Type: Grant
    Filed: August 19, 2013
    Date of Patent: April 15, 2014
    Assignee: Mexichem Amanco Holding S.A. de C.V.
    Inventors: John W. Smith, Claire McGuiness, Andrew P. Sharratt
  • Patent number: 8664457
    Abstract: A production method of 3,3,3-trifluoropropene includes the step of hydrogenating 1-chloro-3,3,3-trifluoropropene with hydrogen (H2) in a gas phase in the presence of either of: (A) a catalyst having carried on a carrier at least one kind of transition metal selected from the group consisting of ruthenium, nickel, rhodium, iridium, iron, osmium and cobalt, or an oxide of said transition metal; (B) an oxide catalyst of copper and manganese; and (C) a catalyst having carried on a carrier palladium and at least one kind of element selected from the group consisting of bismuth, zinc, copper, silver, lanthanum, lead, zirconium, niobium, hafnium, magnesium, tin and arsenic.
    Type: Grant
    Filed: January 18, 2011
    Date of Patent: March 4, 2014
    Assignee: Central Glass Company, Limited
    Inventors: Fuyuhiko Sakyu, Yasuo Hibino
  • Patent number: 8633340
    Abstract: The invention provides a process for preparing 1,1,1-trifluoro-2,3-dichloropropane (243db), which process comprises contacting 3,3,3-trifluoropropene (1243zf) with chlorine in the presence of a catalyst, wherein the catalyst comprises activated carbon, alumina and/or an oxide of a transition metal.
    Type: Grant
    Filed: April 9, 2009
    Date of Patent: January 21, 2014
    Assignee: Mexichem Amanco Holding S.A. de C.V.
    Inventors: John W. Smith, Claire McGuiness, Andrew P. Sharratt
  • Patent number: 8629307
    Abstract: The invention provides a process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf) comprising (a) contacting 1,1,1-trifluoro-2,3-difluoropropane (243db) with hydrogen fluoride (HF) in the presence of a zinc/chromia catalyst to produce a compound having the formula CF3CHFCH2X, wherein X is Cl or F, and (b) dehydrohalogenating the compound of formula CF3CHFCH2X to produce 1234yf.
    Type: Grant
    Filed: December 12, 2012
    Date of Patent: January 14, 2014
    Assignee: Mexichem Amanco S.A. de C.V.
    Inventors: John W. Smith, Claire McGuiness, Andrew P. Sharratt
  • Patent number: 8552228
    Abstract: The invention provides a process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf) comprising (a) contacting 1,1,1-trifluoro-2,3-difluoropropane (243db) with hydrogen fluoride (HF) in the presence of a zinc/chromia catalyst to produce a compound having the formula CF3CHFCH2X, wherein X is Cl or F, and (b) dehydrohalogenating the compound of formula CF3CHFCH2X to produce 1234yf.
    Type: Grant
    Filed: April 9, 2009
    Date of Patent: October 8, 2013
    Assignee: Mexichem Amanco Holdings S.A. de C.V.
    Inventors: John W. Smith, Claire McGuiness, Andrew P. Sharratt
  • Patent number: 8546623
    Abstract: The invention relates to a process for preparing a C3-6 hydrofluoroalkene comprising dehydrohalogenating a C3-6 hydrohalofluoroalkane in the presence of a zinc/chromia catalyst.
    Type: Grant
    Filed: October 3, 2007
    Date of Patent: October 1, 2013
    Assignee: Mexichem Amanco Holding S.A. de C.V.
    Inventors: Andrew Paul Sharratt, Leslie Seddon
  • Patent number: 8450537
    Abstract: A process is disclosed for making CF3CH2CHF2, CF3CH?CHF, and/or CF3CH?CHCl. This process involves reacting at least one starting material selected from the group consisting of halopropenes of the formula CX3CH?CH2 and halopropenes of the formula CX2?CHCH2X, wherein each X is independently F or Cl, with HF and Cl2 in a reaction zone to produce a product mixture comprising HF, HCl, CF3CH2CHF2, CF3CH?CHF and CF3CH?CHCl; and recovering the CF3CH2CHF2, CF3CH?CHF, and/or CF3CH?CHCl from the product mixture. The molar ratio of HF to the total amount of starting materials fed to the reaction zone is at least stoichiometric, and the molar ratio of Cl2 to total amount of starting material fed to the reaction zone is 2:1 or less.
    Type: Grant
    Filed: October 23, 2012
    Date of Patent: May 28, 2013
    Assignee: E I du Pont de Nemours and Company
    Inventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
  • Publication number: 20130102815
    Abstract: The invention provides a process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf) comprising (a) contacting 1,1,1-trifluoro-2,3-difluoropropane (243db) with hydrogen fluoride (HF) in the presence of a zinc/chromia catalyst to produce a compound having the formula CF3CHFCH2X, wherein X is Cl or F, and (b) dehydrohalogenating the
    Type: Application
    Filed: December 12, 2012
    Publication date: April 25, 2013
    Applicant: Mexichem Amanco Holding S.A. de C.V.
    Inventor: Mexichem Amanco Holding S.A. de C.V.
  • Patent number: 8426656
    Abstract: The disclosed integrated manufacturing process includes a combined liquid phase reaction and purification operation which directly produces trans-1-chloro-3,3,3-trifluoropropene and 3-chloro-1,1,1,3-tetrafluoropropane which is a precursor to the manufacture of trans-1,3,3,3-tetrafluoropropene. The mixture of co-products is easily separated by conventional distillation and 3-chloro-1,1,1,3-tetrafluoropropane is then dehydrochlorinated to produce trans-1,3,3,3-tetrafluoropropene by contacting in the liquid phase with a caustic solution or in the vapor phase using a dehydrochlorination catalyst.
    Type: Grant
    Filed: April 5, 2010
    Date of Patent: April 23, 2013
    Assignee: Honeywell International Inc.
    Inventors: Daniel C. Merkel, Robert Johnson, Hsueh Sung Tung, Haiyou Wang, Konstantin A. Pokrovski
  • Publication number: 20130060068
    Abstract: A process is disclosed for making CF3CH2CHF2, CF3CH?CHF, and/or CF3CH?CHCl. This process involves reacting at least one starting material selected from the group consisting of halopropenes of the formula CX3CH?CH2 and halopropenes of the formula CX2?CHCH2X, wherein each X is independently F or Cl, with HF and Cl2 in a reaction zone to produce a product mixture comprising HF, HCl, CF3CH2CHF2, CF3CH?CHF and CF3CH?CHCl; and recovering the CF3CH2CHF2, CF3CH?CHF, and/or CF3CH?CHCl from the product mixture. The molar ratio of HF to the total amount of starting materials fed to the reaction zone is at least stoichiometric, and the molar ratio of Cl2 to total amount of starting material fed to the reaction zone is 2:1 or less.
    Type: Application
    Filed: October 23, 2012
    Publication date: March 7, 2013
    Applicant: E I DU PONT DE NEMOURS AND COMPANY
    Inventor: E I DU PONT DE NEMOURS AND COMPANY
  • Patent number: 8318992
    Abstract: A process is disclosed for making CF3CF2CH3, CF3CF?CH2 and/or CF3CCl?CH2. The process involves reacting at least one starting material selected from the group consisting of halopropanes of the formula CX3CH2CH2X, halopropenes of the formula CX3CH?CH2 and halopropenes of the formula CX2?CHCH2X, wherein each X is independently F or Cl, with HF and Cl2 in a reaction zone to produce a product mixture comprising HF, HCl, CF3CF2CH3, CF3CF?CH2, and CF3CCl?CH2; and recovering the CF3CF2CH3, CF3CF?CH2 and/or CF3CCl?CH2 from the product mixture. Also disclosed is a process for making CF3CH2CHF2, CF3CH?CHF, and/or CF3CH?CHCl.
    Type: Grant
    Filed: October 31, 2007
    Date of Patent: November 27, 2012
    Assignee: E I du Pont de Nemours and Company
    Inventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
  • Patent number: 8309774
    Abstract: The invention is directed to a process for preparing 2,2,2,3-tetrafluoropropene (1234yf), comprising: (i) contacting 1,1,2,3-tetrachloropropene (1230xa) with hydrogen fluoride HF in gas phase in the presence of a fluorination catalyst under conditions sufficient to produce a reaction mixture; (ii) separating the reaction mixture into a first stream comprising HCl, 2,2,2,3-tetrafluoropropene (1234yf) and a second stream comprising HF, 2-chloro-3,3,3-trifluoro-1-propene (1233xf) and 1,1,1,2,2-pentafluoropropane (245cb); (iii) recycling at least a part of the second stream at least in part back to step (i).
    Type: Grant
    Filed: March 9, 2012
    Date of Patent: November 13, 2012
    Assignee: Arkema France
    Inventors: Anne Pigamo, Dominique Deur-Bert, Laurent Wendlinger
  • Patent number: 8269052
    Abstract: The invention relates to a method for producing pentafluoroethane, and especially to a method comprising (i) a step during which perchloroethylene and optionally 2,2-dichloro-1,1,1-trifluoroethane and/or 2-chloro-1,1,1,2-tetrafluoroethane react(s) with hydrofluoric acid in a gaseous phase in the presence of a catalyst in an adiabatic multi-stage reactor, and optionally (ii) a step of separating the flow produced in step (i) in order to obtain a fraction of light products and a fraction of heavy products.
    Type: Grant
    Filed: May 9, 2007
    Date of Patent: September 18, 2012
    Assignee: Arkema France
    Inventors: Bertrand Collier, Géraldine Cavallini, Béatrice Boussand
  • Patent number: 8232434
    Abstract: A novel process for producing a fluoroalkyl iodide telomer is provided, which is able to obtain a fluoroalkyl iodide telomer having a desired chain length, efficiently. A fluoroalkyl iodide represented by the general formula RfI (wherein Rf is a C1-10 fluoroalkyl group) and tetrafluoroethylene are used as a telogen and a taxogen, respectively. These compounds are supplied to a distillation apparatus. In a reaction zone located in an intermediate part of the distillation apparatus, the compounds are subjected to a telomerization reaction in the presence of a metal catalyst with heating to generate a fluoroalkyl iodide telomer represented by the general formula Rf(CF2CF2)nI (wherein Rf is the same as defined above and n is an integer of 1-4). Thereafter, a fraction comprising the fluoroalkyl iodide telomer is separated by distillation.
    Type: Grant
    Filed: March 30, 2009
    Date of Patent: July 31, 2012
    Assignee: Daikin Industries, Ltd.
    Inventors: Takeomi Hirasaka, Yoshinori Tanaka
  • Patent number: 8207384
    Abstract: The invention provides a process for preparing 1234yf, comprising: (i) contacting 243db with hydrogen fluoride HF in gas phase in the presence of a fluorination catalyst under conditions sufficient to produce a reaction mixture; (ii) separating the reaction mixture into a first stream comprising HCl, 1234yf and a second stream comprising HF, 1233xf and 245cb; (iii) recycling at least a part of the second stream at least in part back to step (i).
    Type: Grant
    Filed: December 23, 2010
    Date of Patent: June 26, 2012
    Assignee: Arkema France
    Inventors: Laurent Wendlinger, Anne Pigamo, Dominique Deur-Bert
  • Patent number: 8207383
    Abstract: The present invention provides a process for preparing 1234yf, comprising: (i) contacting 1233xf with hydrogen fluoride HF in gas phase in the presence of a fluorination catalyst under conditions sufficient to produce a reaction mixture; (ii) separating the reaction mixture into a first stream comprising HCl, 1234yf and a second stream comprising HF, unreacted 1233xf and 245cb; (iii) recycling at least a part of the second stream at least in part back to step (i).
    Type: Grant
    Filed: December 23, 2010
    Date of Patent: June 26, 2012
    Assignee: Arkema France
    Inventors: Dominique Deur-Bert, Laurent Wendlinger, Anne Pigamo
  • Publication number: 20120116131
    Abstract: A new chromium-containing fluorination catalyst is described. The catalyst comprises an amount of zinc that promotes activity. The zinc is contained in aggregates which have a size across their largest dimension of up to 1 micron. The aggregates are distributed throughout at least the surface region of the catalyst and greater than 40 weight % of the aggregates contain a concentration of zinc that is within ±1 weight % of the modal concentration of zinc in those aggregates.
    Type: Application
    Filed: September 4, 2009
    Publication date: May 10, 2012
    Applicant: Mexichem Amanco Holdings S.A. DE C.V.
    Inventor: Andrew P. Sharratt
  • Patent number: 8158836
    Abstract: The invention is directed to a process for preparing 2,3,3,3-tetrafluoropropene (1234yf), comprising: (i) contacting 1,1,2,3-tetrachloropropene (1230xa) with hydrogen fluoride HF in gas phase in the presence of a fluorination catalyst under conditions sufficient to produce a reaction mixture; (ii) separating the reaction mixture into a first stream comprising HCl, 2,3,3,3-tetrafluoropropene (1234yf) and a second stream comprising HF, 2-chloro-3,3,3-trifluoro-1-propene (1233xf) and 1,1,1,2,2-pentafluoropropane (245cb); (iii) recycling at least a part of the second stream at least in part back to step (i).
    Type: Grant
    Filed: December 23, 2010
    Date of Patent: April 17, 2012
    Assignee: Arkema France
    Inventors: Anne Pigamo, Dominique Deur-Bert, Laurent Wendlinger
  • Patent number: 8110713
    Abstract: The present invention relates to a process for producing pentafluoroethane. More particularly, the subject of the invention is a continuous process for producing pentafluoroethane comprising (i) a step of fluorinating perchloroethylene (PER) with hydrofluoric acid, in the gas phase, in the presence of a catalyst, (ii) a step of separating the products issuing from step (i) in order to give a fraction of light products and a fraction of heavy products, comprising hydrofluoric acid, unreacted perchloroethylene and under-fluorinated products, and (iii) a step of pretreating the fraction of heavy products before recycling to step (i).
    Type: Grant
    Filed: May 21, 2007
    Date of Patent: February 7, 2012
    Assignee: Arkema France
    Inventors: Béatrice Boussand, Sylvain Perdrieux
  • Patent number: 8071826
    Abstract: A process for the preparation of 2,3,3,3-tetrafluoropropene (HFO-1234yf). HFO-1234yf is a refrigerant with low global warming potential. A process comprises a) reacting chlorotrifluoroethylene with a methyl halide to form an intermediate product stream; and b) reacting the intermediate product stream with hydrogen fluoride to thereby produce a result comprising 2,3,3,3-tetrafluoropropene.
    Type: Grant
    Filed: February 24, 2009
    Date of Patent: December 6, 2011
    Assignee: Honeywell International Inc.
    Inventor: Michael Van Der Puy
  • Patent number: 8058487
    Abstract: The present invention relates to a continuous process for the fluorination of perchloroethylene (PER) in the gas phase in a single stage with hydrofluoric acid (HF) in the presence of a catalyst to give, as major product, pentafluoroethane. The process is characterized in that it is carried out at a temperature of between 280 and 430° C. and with an HF/PER molar ratio of greater than or equal to 20.
    Type: Grant
    Filed: November 30, 2006
    Date of Patent: November 15, 2011
    Assignee: Arkema France
    Inventors: Beatrice Boussand, Michel Devic
  • Patent number: 8053611
    Abstract: A process is disclosed for the manufacture of 1,1,1,3,3,3-hexafluoropropane and 1,1,1,2,3,3-hexafluoropropane, hexafluoropropene and/or 1,1,1,2,3,3,3-heptafluoropropane. The process involves (a) reacting HF, Cl2, and at least one halopropene of the formula CX3CCl?CClX (where each X is independently F or Cl) to produce a product comprising CF3CCl2CF3 and CF3CClFCClF2; (b) reacting CF3CCl2CF3 and CF3CClFCClF2 produced in (a) with hydrogen, optionally in the presence of HF, to produce a product comprising CF3CH2CF3 and at least one of CHF2CHFCF3, CF3CF?CF2 and CF3CFHCF3; and (c) recovering from the product produced in (b), CF3CH2CF3 and at least one of CHF2CHFCF3, CF3CF?CF2 and CF3CFHCF3. In (a), the CF3CCl2CF3 and CF3CClFCClF2 are produced in the presence of a chlorofluorination catalyst including (i) a crystalline alpha-chromium oxide where at least 0.
    Type: Grant
    Filed: August 4, 2006
    Date of Patent: November 8, 2011
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen Capron Sievert, Shekhar Subramoney
  • Patent number: 8017817
    Abstract: A process for the manufacture of CF3CH?CF2 and CF3CF?CHF is disclosed. The process involves (a) reacting HF and chlorine and at least one halopropene of the formula CX3CCI?CCIX (where each X is independently F or Cl) to produce a product including both CF3CCI2CF3 and CF3CCIFCCIF2; (b) reacting CF3CCI2CF3 and CF3CCIFCCIF2 produced in (a) with hydrogen to produce a product including both CF3CH2CF3 and CF3CHFCHF2; (c) dehydrofluorinating CF3CH2CF3 and CF3CHFCHF2 produced in (b) to produce a product including both CF3CH?CF2 and CF3CF?CHF; and (d) recovering CF3CH?CF2 and CF3CF?CHF from the product produced in (c). In (a), both CF3CCI2CF3 and CF3CCIFCCIF2 are produced in the presence of a chlorofluorination catalyst consisting of (i) compositions comprising a crystalline alpha-chromium oxide where at least 0.05 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by copper, and (H) compositions of (i) which have been treated with a fluorinating agent.
    Type: Grant
    Filed: August 4, 2006
    Date of Patent: September 13, 2011
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen Capron Sievert, Shekhar Subramoney
  • Publication number: 20110112340
    Abstract: The invention provides a process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf) comprising (a) contacting 1,1,1-trifluoro-2,3-difluoropropane (243db) with hydrogen fluoride (HF) in the presence of a zinc/chromia catalyst to produce a compound having the formula CF3CHFCH2X, wherein X is Cl or F, and (b) dehydrohalogenating the compound of formula CF3CHFCH2X to produce 1234yf.
    Type: Application
    Filed: April 9, 2009
    Publication date: May 12, 2011
    Inventors: John W. Smith, Claire Mcguiness, Andrew P. Sharratt
  • Publication number: 20110105808
    Abstract: A process for the manufacture of CF3CH?CF2 and CF3CF?CHF is disclosed. The process involves (a) reacting HF and chlorine and at least one halopropene of the formula CX3CCl?CClX (where each X is independently F or Cl) to produce a product including both CF3CCl2CF3 and CF3CCIFCClF2; (b) reacting CF3CCl2CF3 and CF3CCIFCClF2 produced in (a) with hydrogen to produce a product including both CF3CH2CF3 and CF3CHFCHF2; (c) dehydrofluorinating CF3CH2CF3 and CF3CHFCHF2 produced in (b) to produce a product including both CF3CH?CF2 and CF3CF?CHF; and (d) recovering CF3CH?CF2 and CF3CF?CHF from the product produced in (c). In (a), both CF3CCl2CF3 and CF3CCIFCClF2 are produced in the presence of a chlorofluorination catalyst consisting of (i) compositions comprising a crystalline alpha-chromium oxide where at least 0.05 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by copper, and (H) compositions of (i) which have been treated with a fluorinating agent.
    Type: Application
    Filed: August 4, 2006
    Publication date: May 5, 2011
    Inventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen Capron Sievert, Shekhar Subramoney
  • Publication number: 20110060171
    Abstract: The present invention relates to a process for the manufacture of pentafluoroethane. It more particularly relates to a process for the manufacture of pentafluoroethane by gas-phase fluorination of perchloroethylene (PER) in the presence of a catalyst, characterized in that (i) the reaction of the PER with HF is carried out with an HF/PER molar ratio of greater than or equal to 20 and a pressure of greater than 5 bar absolute, and that (ii) the stream leaving this reaction step is recycled directly to the reaction step after separation of pentafluoroethane and of HCl.
    Type: Application
    Filed: October 10, 2007
    Publication date: March 10, 2011
    Applicant: Arkema France
    Inventors: Béatrice Boussand, Emmanuel Guiraud
  • Publication number: 20100280292
    Abstract: The present invention relates to a process for producing pentafluoroethane. More particularly, the subject of the invention is a continuous process for producing pentafluoroethane comprising (i) a step of fluorinating perchloroethylene (PER) with hydrofluoric acid, in the gas phase, in the presence of a catalyst, (ii) a step of separating the products issuing from step (i) in order to give a fraction of light products and a fraction of heavy products, comprising hydrofluoric acid, unreacted perchloroethylene and under-fluorinated products, and (iii) a step of pretreating the fraction of heavy products before recycling to step (i).
    Type: Application
    Filed: May 21, 2007
    Publication date: November 4, 2010
    Inventor: Bertrand Collier
  • Publication number: 20100210884
    Abstract: The present invention relates to a process for producing pentafluoroethane. More particularly, the subject of the invention is a continuous process for producing pentafluoroethane comprising (i) a step of fluorinating perchloroethylene (PER) with hydrofluoric acid, in the gas phase, in the presence of a catalyst, (ii) a step of separating the products issuing from step (i) in order to give a fraction of light products and a fraction of heavy products, comprising hydrofluoric acid, unreacted perchloroethylene and under-fluorinated products, and (iii) a step of pretreating the fraction of heavy products before recycling to step (i).
    Type: Application
    Filed: May 21, 2007
    Publication date: August 19, 2010
    Applicant: Arkema France
    Inventors: Béatrice Boussand, Sylvain Perdrieux
  • Publication number: 20100168482
    Abstract: A process is disclosed for making CF3CF2CH3, CF3CF?CH2 and/or CF3CCl?CH2. The process involves reacting at least one starting material selected from the group consisting of halopropanes of the formula CX3CH2CH2X, halopropenes of the formula CX3CH?CH2 and halopropenes of the formula CX2?CHCH2X, wherein each X is independently F or Cl, with HF and Cl2 in a reaction zone to produce a product mixture comprising HF, HCl, CF3CF2CH3, CF3CF?CH2, and CF3CCl?CH2; and recovering the CF3CF2CH3, CF3CF?CH2 and/or CF3CCl?CH2 from the product mixture. Also disclosed is a process for making CF3CH2CHF2, CF3CH?CHF, and/or CF3CH?CHCl.
    Type: Application
    Filed: October 31, 2007
    Publication date: July 1, 2010
    Applicant: E.I. DU PONT DE NEMOURS AND COMPANY
    Inventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
  • Publication number: 20100152503
    Abstract: A crystalline alpha-chromium oxide where from about 0.05 atom % to about 5 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by divalent copper (Cu+2) atoms is disclosed. Also disclosed is a chromium-containing catalyst composition comprising as a chromium-containing component the crystalline copper-substituted alpha-chromium oxide; and methods for preparing a composition comprising the crystalline copper-substituted alpha-chromium oxide. One method involves (a) co-precipitating a solid by adding ammonium hydroxide to an aqueous solution of a soluble copper salt and a soluble trivalent chromium salt that contains at least three moles of nitrate per mole of chromium in the solution and has a copper concentration of from about 0.
    Type: Application
    Filed: August 4, 2006
    Publication date: June 17, 2010
    Inventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen Sievert, Shekhar Subramoney
  • Patent number: 7714177
    Abstract: Disclosed is a process for the synthesis of 1,3,3,3-tetrafluoropropene comprising: a) reacting a compound of the formula (I) CHFX2 with a compound of formula (II) CH2?CF2 to produce a reaction product comprising a compound of formula (III) CHXFCH2CXF2, wherein each X is independently selected from the group consisting of chlorine, bromine and iodine; and (b) exposing said compound of formula (III) to reaction conditions effective to convert said compound to 1,3,3,3-tetrafluoropropene.
    Type: Grant
    Filed: January 7, 2008
    Date of Patent: May 11, 2010
    Assignee: Honeywell International Inc.
    Inventors: Sudip Mukhopadhyay, Haridasan K. Nair, Hsueh S. Tung, Michael Van Der Puy
  • Publication number: 20090326284
    Abstract: The invention relates to a method for producing pentafluoroethane, and especially to a method comprising (i) a step during which perchloroethylene and optionally 2,2-dichloro-1,1,1-trifluoroethane and/or 2-chloro-1,1,1,2-tetrafluoroethane react(s) with hydrofluoric acid in a gaseous phase in the presence of a catalyst in an adiabatic multi-stage reactor, and optionally (ii) a step of separating the flow produced in step (i) in order to obtain a fraction of light products and a fraction of heavy products.
    Type: Application
    Filed: May 9, 2007
    Publication date: December 31, 2009
    Applicant: Arkema France
    Inventors: Bertrand Collier, Géraldine Cavallini, Béatrice Boussand
  • Publication number: 20090137853
    Abstract: A process for the manufacture of CF3CH2CHF2 and/or CF3CH2CF3 is disclosed. The process involves (a) reacting HF and at least one halopropene of the formula CX3CCI?CCIX (where each X is independently F or Cl) to produce a product including both CF3CCI?CF2 and CF3CHCICF3; (b) reacting CF3CCI?CF2 and/or CF3CHCICF3 produced in (a) with hydrogen to produce a product including CF3CH2CHF2 and/or CF3CH2CF3; and (c) recovering CF3CH2CHF2 and/or CF3CH2CF3 from the product produced in (b). In (a), the CF3CCI?CF2 and CF3CHCICF3 are produced in the presence of a fluorination catalyst comprising at least one chromium-containing component selected from (i) a crystalline alpha-chromium oxide where at least 0.05 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by divalent copper, and (ii) a chromium-containing composition of (i) which has been treated with a fluorinating agent.
    Type: Application
    Filed: August 4, 2006
    Publication date: May 28, 2009
    Inventors: Velliyur Nott Mallikarjuna Rao, David H. Rosenfeld, Allen Capron Sievert, Shekhar Subramoney
  • Publication number: 20090124836
    Abstract: A process is disclosed for the manufacture of CF3CH2CHF2 and CF3CHFCH2F. The process involves (a) reacting hydrogen fluoride, chlorine, and at least one halopropene of the formula CX3CCI?CCIX (where each X is independently F or CI) to produce a product including both CF3CCI2CCIF2 and CF3CCIFCCI2F; (b) reacting CF3CCI2CCIF2 and CF3CCIFCCI2F produced in (a) with hydrogen to produce a product including both CF3CH2CHF2, and CF3CHFCH2F; and (c) recovering CF3CH2CHF2 and CF3CHFCH2F from the product produced in (b). In (a), the CF3CCI2CF3 and CF3CCIFCCIF2 are produced in the presence of a chlorofluorination catalyst including (i) a crystalline alpha-chromium oxide where at least 0.05 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by divalent copper, and/or (ii) a chromium-containing composition of (i) which has been treated with a fluorinating agent.
    Type: Application
    Filed: August 4, 2006
    Publication date: May 14, 2009
    Inventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen Capron Sievert, Shekhar Subramoney
  • Patent number: 7524999
    Abstract: A process for the preparation of 1,1,1,3,3,3-hexafluoropropane is disclosed. The process involves (a) contacting at least one halopropane of the formula CF3CH2CHyX3-y (where each X is independently F, Cl or Br, and y is 3, 2, or 1) with Cl?2#191 in the presence of light or a free radical initiator to produce a mixture comprising CF3CH2CCIyX3-y; (b) contacting the CF3CH2CCIyX3-y produced in step (a) with HF, optionally in the presence of a fluorination catalyst, to produce a product mixture comprising CF3CH2CF3; and (c) recovering CF3CH2CF3 from the mixture produced in step (b).
    Type: Grant
    Filed: December 19, 2005
    Date of Patent: April 28, 2009
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Mario Joseph Nappa, Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
  • Patent number: 7504358
    Abstract: A crystalline alpha-chromium oxide where from about 0.05 atom % to about 2 atom % of the chromium atoms in the alpha-chromium oxide lattice are substituted by nickel atoms, and optionally, additional chromium atoms in the alpha-chromium oxide lattice are substituted by trivalent cobalt atoms (provided that the total amount of the nickel atoms and the trivalent cobalt atoms in the alpha-chromium oxide lattice is no more than 6 atom %) is disclosed. Also disclosed is a chromium-containing catalyst composition comprising as a chromium-containing component the crystalline substituted alpha-chromium oxide; and a method for preparing a composition comprising the crystalline substituted alpha-chromium oxide.
    Type: Grant
    Filed: August 21, 2003
    Date of Patent: March 17, 2009
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen C. Sievert, Shekhar Subramoney, Munirpallam Appadorai Subramanian
  • Publication number: 20080207962
    Abstract: A catalyst composition is disclosed that includes chromium, oxygen, and at least two of gold, silver, and palladium as essential constituent elements. The amount of modifier metals (gold, silver, and/or palladium) in the composition is from about 0.05 atom % to about 10 atom % based on the total amount of chromium and modifier metals. Also disclosed is a process for changing the fluorine distribution (i.e., content and/or arrangement) in a hydrocarbon or halogenated hydrocarbon in the presence of the catalyst composition; and methods for preparing said catalyst composition. One preparation method involves (a) co-precipitating a solid by adding ammonium hydroxide (aqueous ammonia) to an aqueous solution of soluble salts of modifier metals and a soluble chromium salt that contains at least three moles of nitrate per mole of chromium in the solution and has a modifier metal content of from about 0.
    Type: Application
    Filed: February 21, 2008
    Publication date: August 28, 2008
    Inventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
  • Publication number: 20080207964
    Abstract: A catalyst composition is disclosed that includes chromium, oxygen, and gold as essential constituent elements. The amount of gold in the composition is from about 0.05 atom % to about 10 atom % based on the total amount of chromium and gold. Also disclosed is a process for changing the fluorine distribution (i.e., content and/or arrangement) in a hydrocarbon or halogenated hydrocarbon in the presence of the catalyst composition; and methods for preparing said catalyst composition. One preparation method involves; (a) co-precipitating a solid by adding ammonium hydroxide (aqueous ammonia) to an aqueous solution of a soluble gold salt and a soluble chromium salt that contains at least three moles of nitrate per mole of chromium in the solution and has a gold content of from about 0.
    Type: Application
    Filed: February 21, 2008
    Publication date: August 28, 2008
    Inventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert, H. David Rosenfeld, Shekhar Subramoney
  • Publication number: 20080207963
    Abstract: A method for preparing a catalyst composition suitable for increasing the fluorine content in a hydrocarbon or a halogenated hydrocarbon is disclosed. The method involves (a) co-precipitating a solid by adding ammonium hydroxide to an aqueous solution of a soluble trivalent chromium salt and a soluble salt of a modifier metal selected from silver and palladium, that contains at least three moles of nitrate (i.e., NO3?) per mole of chromium (i.e., Cr+3) in the solution and has a modifier metal concentration of from about 0.05 atom % to about 10 atom % of the total concentration of modifier metal and chromium in the solution to form an aqueous mixture containing co-precipitated solid and dissolved ammonium nitrate; and after at least three moles of ammonium hydroxide per mole of chromium in the solution has been added to the solution, (b) drying said aqueous mixture formed in (a); and (c) calcining the dried solid formed in (b) in an atmosphere containing at least 10% oxygen by volume (e.g., air).
    Type: Application
    Filed: February 21, 2008
    Publication date: August 28, 2008
    Inventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
  • Patent number: 7371905
    Abstract: A process for producing fluorinated C1 HFCs comprising fluorinating a reactive organic compound to produce a reaction product comprising at least the desired C1 HFC, unreacted reactive organic compound and a byproduct having a boiling point between the boiling point of said desired hydrofluorocarbon compound and said reactive organic compound; and removing from the reaction product at least a substantial portion of the byproduct to produce a high purity product stream.
    Type: Grant
    Filed: October 17, 2003
    Date of Patent: May 13, 2008
    Assignee: Honeywell International Inc.
    Inventors: Rajat S. Basu, Lawrence F. Mullan, Peter H. Scheidle, Steven J. Bass, Addison M. Smith
  • Patent number: 7348461
    Abstract: Methods and materials are provided for the production of essentially isomerically pure perhalogenated and partially halogenated compounds. One embodiment of the present invention provides a process for the production of essentially isomerically pure CFC-216aa. Other embodiments include processes for the production of CFC-217ba and HFC-227ea. Particular embodiments of the present invention provide separation techniques for the separation of chlorofluorocarbons from HF, from other chlorofluorocarbons, and the separation of isomers of halogenated compounds. Still other embodiments of the present invention provide catalytic synthetic techniques that demonstrate extended catalyst lifetime. In other embodiments, the present invention provides catalytic techniques for the purification of isomeric mixtures.
    Type: Grant
    Filed: October 31, 2003
    Date of Patent: March 25, 2008
    Assignee: Great Lakes Chemical Corporation
    Inventors: Yuichi Iikubo, Stephen Owens, Mitchel Cohn, Stephan M. Brandstadter, Vicki E. Hedrick, Janet K. Boggs, John Qian, Julie Sacarias
  • Patent number: 7345209
    Abstract: Disclosed is a process for the synthesis of 1,3,3,3-tetrafluoropropene that comprises, in one preferred embodiment, providing a compound of the formula CF3CH2CHFX, wherein X is a selected from the group consisting of chlorine, bromine and iodine, and exposing said compound to reaction conditions effective to convert said compound to 1,3,3,3-tetrafluoropropene. Other processes for forming 1,3,3,3-tetrafluoropropene are also disclosed.
    Type: Grant
    Filed: April 29, 2005
    Date of Patent: March 18, 2008
    Assignee: Honeywell International Inc.
    Inventors: Sudip Mukhopadhyay, Haridasan K. Nair, Hsueh S. Tung, Michael Van Der Puy